Madison Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Madison

Cabin in Alum Creek

10.0 out of 10, Exceptional, (36)
"Great location nice clean cabin great host "
United States
Bernie G.
The price is AU$333
includes taxes & fees
1 Dec - 2 Dec
Luxurious cabin, 6 mi HM trails, 12 mi Charleston

Cottage in Danville

2.0 star property
9.8 out of 10, Exceptional, (13)
"Nice, small very livable home. Close to everything shopping , dining etc"
Singapore
Shirley F.
The price is AU$469
includes taxes & fees
30 Nov - 1 Dec
Ivy Branch Cottage - Danville

Cabin in South Charleston

10.0 out of 10, Exceptional, (14)
"This cabin is everything a cabin should be and more!! From the high quality, rustic decor to the availability of wood for cozy fires and fun games available it is the perfect stay for our family!!"
United States
Monique H.
The price is AU$504
includes taxes & fees
30 Nov - 1 Dec
Rosie's Cabin is an authentic log cabin located just 10 minutes from Charleston.

Holiday Home in South Charleston

9.6 out of 10, Exceptional, (5)
"You will love it here!! Property, property owners, communication, just the entire energy of this home is 5 STARS!!! Thanks for having us, we WILL be back in the future! Do yourself a favor if you're considering staying here.. press that book now button!!!"
United States
Nester D.
The price is AU$314
includes taxes & fees
9 Dec - 10 Dec
Home in South Charleston, WV

Apartment in Chapmanville

9.8 out of 10, Exceptional, (11)
"Beautiful view and quiet clean the owner is nice I don't know what else to say can't get no better than that"
United States
Archie J.
The price is AU$315
includes taxes & fees
29 Nov - 30 Nov
Mountain Heaven, beautiful mountains. Bearwallow trail is Chapmanville connector

Holiday Home in Accoville

10.0 out of 10, Exceptional, (19)
"Nice place close to the trails"
United States
Perry M.
The price is AU$486
includes taxes & fees
29 Nov - 30 Nov
Firehouse Bandits Houses

Cabin in Spurlockville

2.0 star property
The price is AU$203
includes taxes & fees
9 Dec - 10 Dec
Horse Creek Cabins - Creekside Cabin near Ivy Branch

Apartment in Logan

9.6 out of 10, Exceptional, (10)
"Check in and out went very smoothly. Restaurant downstairs serves delicious food. Apartment was as advertised. We will plan to stay there again. "
United States
Carla R.
The price is AU$485
includes taxes & fees
30 Nov - 1 Dec
Cozy Apartment with onsite restaurant in Logan WV Close to Hatfield McCoy Trail

Holiday Home in Danville

10.0 out of 10, Exceptional, (1)
"There were 8 adults and 2 children (5,10). There was plenty of room for everyone. The deck was awesome, though pretty chilly at night. The half bath accessed from the deck was convenient. There was a pleasant mix of modern and antique. The kitchen was fabulous (the large sinks definitely a plus!). For trail riders, it was a bit luxurious, but not so we were uncomfortable. The parking space had lefty of room for our 4 trucks/trailers and one other vehicle, as well as our 7 side by sides. We...
United States
Teresa G.
The price is AU$639
includes taxes & fees
9 Dec - 10 Dec
The Magnolia House

Cabin in South Charleston

10.0 out of 10, Exceptional, (14)
"Excellent property and so much fun"
United States
Heather P.
The price is AU$781
includes taxes & fees
29 Nov - 30 Nov
ADULT ONLY Naughty Pines log cabin located in South Charleston, WV

Cabin in chapmanville

Deluxe 2-Bedroom Cabin

Cabin in Julian

The price is AU$2,196
includes taxes & fees
10 Dec - 11 Dec
Hillbilly Rockin' Rt 3 Cabins - Ivy Branch Trailhead

Holiday Home in Logan

The price is AU$1,424
includes taxes & fees
30 Nov - 1 Dec
The Palace on Charles is the perfect vacation getaway.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Black Friday Sale

Save up to 40% on select hotels
Save an average of 15% on thousands of hotels when you're signed in

Top Madison Hotel Reviews

Find out more about Madison

Everything you need to know about Madison holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Madison holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Madison holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Madison holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Madison. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Madison holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Madison holiday rentals we have selected for you start as low as AU$203 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Madison rentals

At Expedia, we put the best Madison holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Madison rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Madison holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Madison. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Madison?

Yes, there are holiday rentals close to the most popular sights in Madison, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Madison has to offer?

Firehouse Bandits Houses: This holiday home rental outside of Madison is located in the mountains, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

What can I see and do in Madison?

While you're exploring the area, Drawdy Falls Roadside Park and Ridge View Twin Lakes are a couple of picturesque spots to get outside and enjoy nature. In the wider area, you’ll find Bearwallow Hatfield & McCoy Trailhead and Chief Logan State Park.

What are holiday rentals like in Madison?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Madison. Holiday rentals offer amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a great choice for small groups.